Lorazepam

Details

• Internal ID: 270a5df9-a182-4cd6-8298-18bd2a3af198
• Taxonomy: Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
• IUPAC Name: 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-1,4-benzodiazepin-2-one
• InChI: InChI=1S/C15H10Cl2N2O2/c16-8-5-6-12-10(7-8)13(19-15(21)14(20)18-12)9-3-1-2-4-11(9)17/h1-7,15,21H,(H,18,20)
• InChI Key: DIWRORZWFLOCLC-UHFFFAOYSA-N
• Popularity: 18,021 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀Cl₂N₂O₂
• Molecular Weight: 321.20 g/mol
• Exact Mass: 320.0119330 g/mol
• Topological Polar Surface Area (TPSA): 61.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• Ativan
• 846-49-1
• Temesta
• Loraz
• Wypax
• Almazine
• Anxiedin
• Lorabenz
• Orfidal
• Lorazepam Intensol
• Wy-4036
• Lorazepamum
• Wy 4036
• 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-1,4-benzodiazepin-2-one
• Lorazepam preservative free
• Lorazepam civ
• DTXSID7023225
• 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-
• 7-Chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one
• O26FZP769L
• LOREEV XR
• NSC289758
• DTXCID303225
• Durazolam
• Apo Lorazepam
• Orfidal Wyeth
• Novo Lorazem
• Wyeth, Orfidal
• 7-chloro-5-(2-chlorophenyl)-3-hydroxy-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• Medical, Lorazepam
• Lorazepam ratiopharm
• Lorazepam neuraxpharm
• Von Ct, Lorazep
• WY4036
• Abbloraz
• RefChem:5962
• N05BA06
• (3RS)-7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-2H-1,4-benzodiazepin-2-one
• 7-Chloro-5-(2-chlorophenyl)-1, 3-Dihydro-3-Hydroxy-1,4-Benzodiazepin-2-one
• 212-687-6
• (+-)-Lorazepam
• o-Chloroxazepam
• o-Chlorooxazepam
• Emotival
• Tavor
• Delormetazepam
• Norlormetazepam
• Bonatranquan
• Duralozam
• Rocosgen
• Sedatival
• Laubeel
• Punktyl
• Lorax
• Quait
• Apo-Lorazepam
• Anzepam
• Aplacasse
• Azurogen
• Efasedan
• Equitam
• Kalmalin
• Larpose
• Lorapam
• Lorazene
• Lorazep
• Lorazin
• Lorenin
• Loridem
• Lorsedal
• Lozepam
• Novhepar
• Renaquil
• Sedizepan
• Sidenar
• Silence
• Tranqipam
• Anxira
• Aripax
• Bonton
• Loram
• Lorat
• Merlit
• Stapam
• Trapax
• Upan
• Nervistop L
• Demethyllormetazepam
• (+/-)-Lorazepam
• 7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one
• NSC 289758
• Idalprem
• Aplacassee
• Sinestron
• Donix
• Tolid
• CHEMBL580
• 7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1H-1,4-benzodiazepin-2(3H)-one
• Lorazepam Medical
• Nu Loraz
• Nervistopl
• Novolorazem
• Emotion
• Lomesta
• Lorafen
• Lorazon
• Lorivan
• Somagerol
• Vigiten
• Lorans
• Lorzem
• Lopam
• Lorazepam Fabra
• Lorazepam-Efeka
• Lorazepan Chobet
• Lorazepan Richet
• Max Pax
• Lorazepam Genericon
• Lorazepam Lannacher
• NSC-289758
• NCGC00159439-02
• Lorsilan
• Securit
• Sedazin
• Pro dorm
• 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-
• Lorazepamum [INN-Latin]
• 7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-2H-1,4-benzodiazepin-2-one
• Lorazepam (1.0 mg/mL in Acetonitrile)
• Lorazepam (100 ug/mL in Acetonitrile)
• Ativan (TN)
• EINECS 212-687-6
• BRN 0759084
• UNII-O26FZP769L
• DEA No. 2885
• Lorazepam [USAN:USP:INN:BAN:JAN]
• LORAZEPAM [INN]
• LORAZEPAM [JAN]
• LORAZEPAM [MI]
• LORAZEPAM [USAN]
• (.+/-.)-Lorazepam
• LORAZEPAM [VANDF]
• Lorazepam CRS - * psy
• LORAZEPAM [MART.]
• LORAZEPAM [WHO-DD]
• (+-)-7-Chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one
• SCHEMBL26961
• 5-25-02-00248 (Beilstein Handbook Reference)
• MLS001424236
• DivK1c_000965
• Lorazepam (JP18/USP/INN)
• CHEBI:6539
• GTPL5884
• LORAZEPAM [EP IMPURITY]
• LORAZEPAM [ORANGE BOOK]
• LORAZEPAM CIV [USP-RS]
• LORAZEPAM [EP MONOGRAPH]
• SCHEMBL29358033
• SCHEMBL29388543
• SCHEMBL29516559
• HMS503A11
• KBio1_000965
• LORAZEPAM [USP MONOGRAPH]
• NINDS_000965
• HMS2052H07
• HMS3394H07
• Lorazepam, 1mg/ml in Acetonitrile
• Tox21_111669
• BDBM50292627
• Lorazepam 0.1 mg/ml in Acetonitrile
• Lorazepam 1.0 mg/ml in Acetonitrile
• AKOS015904303
• CCG-101170
• DB00186
• FL24937
• NC00420
• 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-, (+-)-
• IDI1_000965
• CAS-846-49-1
• FL181075
• SMR000058410
• WLN: T67 GMV JN IHJ CG IQ KR BG
• NS00000034
• D00365
• Q408265
• 7-Chloro-5-(o-chlorophenyl)-1,4-benzodiazepin-2-one
• BRD-A11990600-001-01-8
• BRD-A11990600-001-03-4
• Lorazepam, British Pharmacopoeia (BP) Reference Standard
• Lorazepam for system suitability CRS - * psy (Lorazepam)
• Lorazepam, European Pharmacopoeia (EP) Reference Standard
• 2H-1, 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-
• 2H-1, 7-chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-
• Lorazepam, United States Pharmacopeia (USP) Reference Standard
• 7-chloro-3-hydroxy-5-(2'-chloro-phenyl)-1,3-dihydro-2H-1,4-benzodiazepine-2-one
• 7-chloro-3-hydroxy-5-(2'-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepine-2-one
• 7-Chloro-5-(2-chloro-phenyl)-3-hydroxy-1,3-dihydro-benzo[e][1,4]diazepin-2-one
• 7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-2H-1,4-benzodiazepin-2-one #
• 7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1H-benzo[e][1,4]diazepin-2(3H)-one
• Lorazepam for system suitability, European Pharmacopoeia (EP) Reference Standard
• LORAZEPAM7-Chloro-5-(2-chloro-phenyl)-3-hydroxy-1,3-dihydro-benzo[e][1,4]diazepin-2-one
• (+/-)-7-CHLORO-5-(O-CHLOROPHENYL)-1,3-DIHYDRO-3-HYDROXY-2H-1,4-BENZODIAZEPIN-2-ONE
• (RS)-9-chloro-6-(2-chlorophenyl)-4-hydroxy-2,5-diazabicyclo[5.4.0]undeca-5,8,10,12-tetraen-3-one
• 2H-1,4-BENZODIAZEPIN-2-ONE, 7-CHLORO-5-(2-CHLOROPHENYL)-1,3-DIHYDRO-3-HYDROXY-, (+/-)-
• 7-Chloro-5-(2-chloro-phenyl)-3-hydroxy-1,3-dihydro-benzo[e][1,4]diazepin-2-one (lorazepam)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9762	97.62%
Caco-2	+	0.9313	93.13%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.9571	95.71%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	-	0.8421	84.21%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8717	87.17%
P-glycoprotein inhibitior	-	0.8832	88.32%
P-glycoprotein substrate	-	0.9374	93.74%
CYP3A4 substrate	+	0.7020	70.20%
CYP2C9 substrate	-	0.6481	64.81%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.6563	65.63%
CYP2C9 inhibition	-	0.5063	50.63%
CYP2C19 inhibition	+	0.5065	50.65%
CYP2D6 inhibition	-	0.8445	84.45%
CYP1A2 inhibition	+	0.8262	82.62%
CYP2C8 inhibition	-	0.9882	98.82%
CYP inhibitory promiscuity	-	0.6407	64.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6278	62.78%
Carcinogenicity (trinary)	Non-required	0.7136	71.36%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9568	95.68%
Skin irritation	+	0.6075	60.75%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8264	82.64%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8429	84.29%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7981	79.81%
Acute Oral Toxicity (c)	III	0.7272	72.72%
Estrogen receptor binding	+	0.9052	90.52%
Androgen receptor binding	+	0.8754	87.54%
Thyroid receptor binding	+	0.8269	82.69%
Glucocorticoid receptor binding	+	0.9436	94.36%
Aromatase binding	+	0.8388	83.88%
PPAR gamma	+	0.9662	96.62%
Honey bee toxicity	-	0.8837	88.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7700	77.00%
Fish aquatic toxicity	+	0.9039	90.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.50%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.81%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	90.06%	92.97%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.46%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.39%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.69%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.37%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	86.90%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.83%	96.61%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.83%	100.00%
CHEMBL2820	P03951	Coagulation factor XI	83.55%	95.29%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.69%	94.62%
CHEMBL2581	P07339	Cathepsin D	82.59%	98.95%
CHEMBL4530	P00488	Coagulation factor XIII	80.18%	96.00%

Plants that contains it

• Triticum aestivum

Cross-Links

• PubChem: 3958
• LOTUS: LTS0115481
• wikiData: Q408265